Our drawing of the route, over road and path data from OpenStreetMap. It shows where the walk goes and what it goes through. It is not a survey and not a navigation aid — carry OS Explorer on the hill. Off-lead information here is what walkers reported or what signage allows — never our advice. Whether and when a dog is off the lead is the owner’s decision and legal responsibility; keep dogs under control near livestock and follow signs on the day.
The full 10.6-mile version of the classic, with 280 metres of ascent and about four and three quarter hours of walking, out on the Cleveland Way through woodland and returning by the high field paths above Griff; there is one steep pull out of the Rye valley and the woodland sections stay greasy for weeks after rain. It begins at Helmsley market place and the Cleveland Way car park; do the walk the other way round and you can catch the Moorsbus back from Rievaulx on summer Sundays rather than walking the return leg. Rievaulx Abbey grounds admit dogs on leads and the Rye gives good deep water at Bow Bridge, but a long stretch runs through Duncombe estate pasture with sheep and the high fields above Griff are grazed too.
Black Swan Hotel is a place to stay on Market Place, Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.
Coopers of Helmsley is a place to eat on Bridge Street, Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.
Crema Coffee House is a place to eat in Helmsley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.
Real dog-welcoming cottages from our booking partner holidaycottages.co.uk — live prices, booked on their site. Booking through these links supports Wagfinder and never changes the price you pay.
Whisper Cottage
Yorkshire · dogs welcome
7 nights from £520
Lavender Cottage Helmsley
Yorkshire · dogs welcome
7 nights from £521
The Cottage At Cross Holme Farm
Yorkshire · dogs welcome
7 nights from £646
Fern Retreat
Yorkshire · dogs welcome
7 nights from £679
Ferne Cottage Helmsley
Yorkshire · dogs welcome
7 nights from £685
Filly Homestead
Yorkshire · dogs welcome
7 nights from £689
The Old Tin School
Yorkshire · dogs welcome
7 nights from £703
Moor Farmhouse
Yorkshire · dogs welcome
7 nights from £912
The Velveteen Bath House
Yorkshire · dogs welcome
7 nights from £1,183
Dale View
Yorkshire · dogs welcome
7 nights from £1,193
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